US20240000081A1 - Pesticidal composition - Google Patents
Pesticidal composition Download PDFInfo
- Publication number
- US20240000081A1 US20240000081A1 US18/255,334 US202118255334A US2024000081A1 US 20240000081 A1 US20240000081 A1 US 20240000081A1 US 202118255334 A US202118255334 A US 202118255334A US 2024000081 A1 US2024000081 A1 US 2024000081A1
- Authority
- US
- United States
- Prior art keywords
- mass
- pesticidal composition
- herbicidal active
- salt
- manufactured
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 142
- 230000000361 pesticidal effect Effects 0.000 title claims abstract description 142
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 89
- 150000003839 salts Chemical class 0.000 claims abstract description 73
- 150000001875 compounds Chemical class 0.000 claims abstract description 66
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- 239000004094 surface-active agent Substances 0.000 claims abstract description 26
- 239000003960 organic solvent Substances 0.000 claims description 42
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- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 14
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- 239000002736 nonionic surfactant Substances 0.000 claims description 7
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 claims description 5
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- 239000013256 coordination polymer Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 238000012272 crop production Methods 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- FYTRVXSHONWYNE-UHFFFAOYSA-N delta-octanolide Chemical compound CCCC1CCCC(=O)O1 FYTRVXSHONWYNE-UHFFFAOYSA-N 0.000 description 1
- 229940100539 dibutyl adipate Drugs 0.000 description 1
- QLVWOKQMDLQXNN-UHFFFAOYSA-N dibutyl carbonate Chemical compound CCCCOC(=O)OCCCC QLVWOKQMDLQXNN-UHFFFAOYSA-N 0.000 description 1
- HCQHIEGYGGJLJU-UHFFFAOYSA-N didecyl hexanedioate Chemical compound CCCCCCCCCCOC(=O)CCCCC(=O)OCCCCCCCCCC HCQHIEGYGGJLJU-UHFFFAOYSA-N 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- RZZLQHQXWZLBCJ-UHFFFAOYSA-N dimethyl 2-ethylbutanedioate Chemical compound COC(=O)C(CC)CC(=O)OC RZZLQHQXWZLBCJ-UHFFFAOYSA-N 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 150000004656 dimethylamines Chemical class 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- KWABLUYIOFEZOY-UHFFFAOYSA-N dioctyl butanedioate Chemical compound CCCCCCCCOC(=O)CCC(=O)OCCCCCCCC KWABLUYIOFEZOY-UHFFFAOYSA-N 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
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- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- TVACALAUIQMRDF-UHFFFAOYSA-N dodecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCOP(O)(O)=O TVACALAUIQMRDF-UHFFFAOYSA-N 0.000 description 1
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- 230000000694 effects Effects 0.000 description 1
- 150000002168 ethanoic acid esters Chemical class 0.000 description 1
- 229940067592 ethyl palmitate Drugs 0.000 description 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-O ethylaminium Chemical compound CC[NH3+] QUSNBJAOOMFDIB-UHFFFAOYSA-O 0.000 description 1
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 1
- IPBFYZQJXZJBFQ-UHFFFAOYSA-N gamma-octalactone Chemical compound CCCCC1CCC(=O)O1 IPBFYZQJXZJBFQ-UHFFFAOYSA-N 0.000 description 1
- 150000002303 glucose derivatives Chemical class 0.000 description 1
- ZBMRKNMTMPPMMK-WCCKRBBISA-N glufosinate-P-ammonium Chemical compound N.CP(O)(=O)CC[C@H](N)C(O)=O ZBMRKNMTMPPMMK-WCCKRBBISA-N 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- ZEKANFGSDXODPD-UHFFFAOYSA-N glyphosate-isopropylammonium Chemical compound CC(C)N.OC(=O)CNCP(O)(O)=O ZEKANFGSDXODPD-UHFFFAOYSA-N 0.000 description 1
- OCDGBSUVYYVKQZ-UHFFFAOYSA-N gramine Chemical compound C1=CC=C2C(CN(C)C)=CNC2=C1 OCDGBSUVYYVKQZ-UHFFFAOYSA-N 0.000 description 1
- 239000003673 groundwater Substances 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
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- IDUWTCGPAPTSFB-UHFFFAOYSA-N hexyl hydrogen sulfate Chemical compound CCCCCCOS(O)(=O)=O IDUWTCGPAPTSFB-UHFFFAOYSA-N 0.000 description 1
- 239000008172 hydrogenated vegetable oil Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
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- 238000003973 irrigation Methods 0.000 description 1
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- 229940117955 isoamyl acetate Drugs 0.000 description 1
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- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical class CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical compound O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 229940116871 l-lactate Drugs 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 229940031957 lauric acid diethanolamide Drugs 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- WBGFKUKWGNKHTN-UHFFFAOYSA-M lithium;2-(2,4-dichlorophenoxy)acetate Chemical compound [Li+].[O-]C(=O)COC1=CC=C(Cl)C=C1Cl WBGFKUKWGNKHTN-UHFFFAOYSA-M 0.000 description 1
- 239000010721 machine oil Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- SHOJXDKTYKFBRD-UHFFFAOYSA-N mesityl oxide Natural products CC(C)=CC(C)=O SHOJXDKTYKFBRD-UHFFFAOYSA-N 0.000 description 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 229940095102 methyl benzoate Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229960001047 methyl salicylate Drugs 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 229940105132 myristate Drugs 0.000 description 1
- KMBPCQSCMCEPMU-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-methylpropane-1,3-diamine Chemical compound NCCCN(C)CCCN KMBPCQSCMCEPMU-UHFFFAOYSA-N 0.000 description 1
- TZTFSSQVWNZQQA-UHFFFAOYSA-N n,n-dimethyldec-9-enamide Chemical compound CN(C)C(=O)CCCCCCCC=C TZTFSSQVWNZQQA-UHFFFAOYSA-N 0.000 description 1
- ZUHZZVMEUAUWHY-UHFFFAOYSA-N n,n-dimethylpropan-1-amine Chemical compound CCCN(C)C ZUHZZVMEUAUWHY-UHFFFAOYSA-N 0.000 description 1
- UTBABEVADWVTHM-UHFFFAOYSA-N n,n-dimethylpropan-1-amine;octadecanamide Chemical compound CCCN(C)C.CCCCCCCCCCCCCCCCCC(N)=O UTBABEVADWVTHM-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 239000002121 nanofiber Substances 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- JXTHEWSKYLZVJC-UHFFFAOYSA-N naptalam Chemical class OC(=O)C1=CC=CC=C1C(=O)NC1=CC=CC2=CC=CC=C12 JXTHEWSKYLZVJC-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- INAMEDPXUAWNKL-UHFFFAOYSA-N nonadecan-1-amine Chemical class CCCCCCCCCCCCCCCCCCCN INAMEDPXUAWNKL-UHFFFAOYSA-N 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- 229940038384 octadecane Drugs 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 229920002113 octoxynol Polymers 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 125000002811 oleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- NQQVFXUMIDALNH-UHFFFAOYSA-N picloram Chemical class NC1=C(Cl)C(Cl)=NC(C(O)=O)=C1Cl NQQVFXUMIDALNH-UHFFFAOYSA-N 0.000 description 1
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical class OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- LIOPHZNMBKHGAV-UHFFFAOYSA-M potassium;2-(phosphonomethylamino)acetate Chemical compound [K+].OC(=O)CNCP(O)([O-])=O LIOPHZNMBKHGAV-UHFFFAOYSA-M 0.000 description 1
- AXLMPTNTPOWPLT-UHFFFAOYSA-N prop-2-enyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCC=C AXLMPTNTPOWPLT-UHFFFAOYSA-N 0.000 description 1
- 239000010499 rapseed oil Substances 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 239000010686 shark liver oil Substances 0.000 description 1
- 229940069764 shark liver oil Drugs 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940114926 stearate Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000003900 succinic acid esters Chemical class 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- 229960003080 taurine Drugs 0.000 description 1
- JKUYRAMKJLMYLO-UHFFFAOYSA-N tert-butyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OC(C)(C)C JKUYRAMKJLMYLO-UHFFFAOYSA-N 0.000 description 1
- BJQWBACJIAKDTJ-UHFFFAOYSA-N tetrabutylphosphanium Chemical compound CCCC[P+](CCCC)(CCCC)CCCC BJQWBACJIAKDTJ-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- KRTNITDCKAVIFI-UHFFFAOYSA-N tridecyl benzenesulfonate Chemical compound CCCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 KRTNITDCKAVIFI-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical class CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P13/00—Herbicides; Algicides
- A01P13/02—Herbicides; Algicides selective
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/08—Amines; Quaternary ammonium compounds containing oxygen or sulfur
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
- A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P17/00—Pest repellants
Definitions
- the present invention relates to a pesticidal composition.
- a compound represented by the following formula (I), which is an active ingredient for herbicides, is known as a pesticidal active compound (see, e.g., U.S. Pat. No. 6,537,948 (Patent Literature 1)).
- An object of the present invention is to provide a liquid pesticidal composition comprising a compound represented by the formula (I) and a herbicidal active salt, wherein the liquid pesticidal composition has favorable degradation resistance of the compound represented by the formula (I).
- the present invention provides the following pesticidal composition.
- a pesticidal composition comprising a compound represented by the formula (I), a herbicidal active salt, a surfactant and water, wherein
- a pH value at 25° C. is higher than 3.5 and lower than 8.8:
- a pesticidal composition comprising a compound represented by the formula (I), a herbicidal active salt, an organic solvent having a water solubility at 25° C. of 10 mass % or less, a surfactant and water, wherein
- a pH value at 25° C. is higher than 3.5 and lower than 8.8:
- herbicidal active salt comprises one or more herbicidal active salts selected from the group consisting of a herbicidal active benzoate and a herbicidal active phenoxyacetate.
- herbicidal active salt comprises one or more herbicidal active salts selected from the group consisting of a dicamba salt and a 2,4-D salt.
- liquid pesticidal composition comprising a compound represented by the formula (I) and a herbicidal active salt, wherein the liquid pesticidal composition has favorable degradation resistance of the compound represented by the formula (I).
- a pesticidal composition according to the present invention contains a compound represented by the formula (I) (hereinafter, also called “compound (I)”), a herbicidal active salt, a surfactant and water.
- the pesticidal composition is usually a suspension containing an aqueous phase and the compound (I) suspended in the aqueous phase, or an oil-in-water emulsion containing an aqueous phase and particles of an oil phase dispersed in the aqueous phase.
- the oil phase contains the organic solvent having a water solubility at 25° C. of 10 mass % or less and the compound (I) dissolved or suspended in the organic solvent.
- the pesticidal composition contains the compound (I) as a first pesticidal active compound.
- the compound (I) may be suspended in water, or may be contained in the oil phase and dissolved or suspended in the organic solvent having a water solubility at 25° C. of 10 mass % or less, which constitutes the oil phase.
- the content of the compound (I) in the pesticidal composition is preferably 0.01 mass % or more and 25 mass % or less, more preferably 0.05 mass % or more and 20 mass % or less, further preferably 0.1 mass % or more and 15 mass % or less, yet further preferably 0.2 mass % or more and 10 mass % or less, in view of moderately elevating the content.
- the pesticidal composition contains one, two, or more herbicidal active salts as a second pesticidal active compound.
- the aqueous phase contains the herbicidal active salt(s).
- the herbicidal active salt is a herbicidal active compound in a salt form, and examples thereof include herbicidal active carboxylates, herbicidal active thiocarbonates, herbicidal active sulfonates, herbicidal active sulfinates, herbicidal active thiosulfonates or herbicidal active phosphites.
- the herbicidal active salt is preferably a herbicidal active carboxylate.
- a portion of the herbicidal active salt may be present in a neutral state in the pesticidal composition.
- the herbicidal active salt is carboxylates
- the carboxylate group (—COO— group) of the salt may be present in equilibrium with a carboxy group (—COOH group).
- herbicidal active salt examples include herbicidal active carboxylates, herbicidal active thiocarbonates, herbicidal active sulfonates, herbicidal active sulfinates, herbicidal active thiosulfonates and herbicidal active phosphites listed in The Pesticide Manual Fifteenth Edition (2009), British Crop Production Council (ISBN: 978-1-901396-18-8), and examples of the herbicidal active carboxylate include salts of the following acids:
- the herbicidal active salt is preferably a herbicidal active carboxylate, more preferably one or more salts selected from the group consisting of herbicidal active benzoates and herbicidal active phenoxyacetates, further preferably one or more salts selected from the group consisting of dicamba salts and 2,4-D salts, yet further preferably a dicamba salt.
- dicamba salt examples include dicamba diglycolamine, dicamba tetrabutylamine, dicamba tetrabutylphosphonium and dicamba N,N-bis(3-aminopropyl)methylamine, with dicamba diglycolamine being preferable.
- the pesticidal composition can contain one, two, or more dicamba salts.
- Examples of the 2,4-D salt include 2,4-D ammonium, 2,4-D diethylammonium, 2,4-D dimethylammonium, 2,4-D diolamine, 2,4-D dodecylammonium, 2,4-D heptylammonium, 2,4-D isopropylammonium, 2,4-D lithium, 2,4-D sodium, 2,4-D tetradecylammonium, 2,4-D triethylammonium, 2,4-D tris(2-hydroxypropyl)ammonium, 2,4-D trolamine, and 2,4-D choline.
- the pesticidal composition can contain one, two, or more 2,4-D salts.
- the content of the herbicidal active salt in the pesticidal composition is preferably 0.1 mass % or more and 80 mass % or less, more preferably 0.5 mass % or more and 70 mass % or less, further preferably 1 mass % or more and 60 mass % or less, yet further preferably 2 mass % or more and 50 mass % or less.
- the amount of the herbicidal active salt herein refers to an amount as the acid equivalent of the herbicidal active salt unless otherwise specified.
- the pesticidal composition may contain a pesticidal active compound other than the compound (I) and the herbicidal active salt.
- the pesticidal active compound other than the compound (I) and the herbicidal active salt include, but are not particularly limited to, insecticidal active ingredients, fungicidal active ingredients and herbicidal active ingredients.
- the pesticidal composition can contain one or more pesticidal active ingredients selected from the group consisting of insecticidal active ingredients, fungicidal active ingredients and herbicidal active ingredients as the pesticidal active compound other than the compound (I) and the herbicidal active salt.
- Each of the insecticidal active ingredient, the fungicidal active ingredient and the herbicidal active ingredient may comprise one, two, or more ingredients.
- the total content of the compound (I) and the herbicidal active salt in all the pesticidal active compounds contained in the pesticidal composition is, for example, 50 mass % or more and 100 mass % or less.
- the content is preferably 60 mass % or more and 100 mass % or less, more preferably 80 mass % or more and 100 mass % or less, further preferably 90 mass % or more and 100 mass % or less, particularly preferably 95 mass % or more and 100 mass % or less.
- the content of the herbicidal active salt relative to the content of the compound (I) is usually 1 time by mass or more and 100 times by mass or less, preferably 2 times by mass or more and 80 times by mass or less, more preferably 5 times by mass or more and 70 times by mass or less, further preferably 10 times by mass or more and 60 times by mass or less.
- the pesticidal composition contains one, two, or more surfactants.
- the surfactant include nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants.
- the pesticidal composition can contain one, two, or more surfactants selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants.
- nonionic surfactant examples include:
- anionic surfactant examples include:
- Examples of the salt in the sulfonates, the sulfuric acid ester salts, the carboxylates, and the phosphoric acid ester salts include sodium salts, potassium salts, calcium salts, ammonium salts, isopropylamine salts, and triethanolamine salts.
- cationic surfactant examples include:
- amphoteric surfactant examples include:
- surfactant a commercially available surfactant may be used.
- Examples of a commercially available nonionic surfactant include, in trade names, Selvol 523 (polyvinyl alcohol, manufactured by Sekisui Speciality Chemicals), Stepflow 26F (polyoxyethylene polyoxypropylene block copolymer, manufactured by Stepan), Toximul 8323 (polyoxyethylene polyoxypropylene block copolymer, manufactured by Stepan), Atlas G5000 (butyl block copolymer, manufactured by Croda), Atlas G5002L (butyl block copolymer, manufactured by Croda), Antarox B/848 (polyoxyethylene polyoxypropylene block copolymer, manufactured by Solvay), Pegnol 24-O (polyoxyethylene fatty acid ester, manufactured by TOHO Chemical Industry), Pegnol 14-S (polyoxyethylene fatty acid ester, manufactured by TOHO Chemical Industry), Pegnol ST-7 (polyoxyethylene alkyl ether, manufactured by TOHO Chemical Industry), ATPLUS245 (polyoxyethylene polyoxypropylene alkyl ether,
- Rhodacal 70 (calcium dodecylbenzenesulfonate, branched, manufactured by Solvay), Rhodacal 70/B (calcium dodecylbenzenesulfonate, linear, manufactured by Solvay), Rhodacal LDS-25/AP (sodium dodecylbenzenesulfonate, linear, manufactured by Solvay), Calsogen 4814 (calcium dodecylbenzenesulfonate, manufactured by Clariant), Phenylsulfonat CAL (calcium dodecylbenzenesulfonate, manufactured by Clariant), Geropon CYA/75 (sodium di(2-ethylhexyl) sulfosuccinate, manufactured by Solvay), and Soprophor DSS/7 (polyoxyethylene distyryl phenyl ether sulfuric acid ester ammonium salt, manufactured by Solvay), and Soprophor DSS/7 (polyoxyethylene dist
- the content of the surfactant in the pesticidal composition is preferably 0.5 mass % or more and 30 mass % or less, more preferably 0.7 mass % or more and 25 mass % or less, further preferably 0.8 mass % or more and 20 mass % or less, yet further preferably 1 mass % or more and 15 mass % or less, particularly preferably 1.5 mass % or more and 10 mass % or less, in view of improving the suspended or emulsified state of the pesticidal composition.
- the content of the surfactant relative to the content of the pesticidal active compound is preferably 0.05 times by mass or more and 30 times by mass or less, more preferably 0.07 times by mass or more and 25 times by mass or less, further preferably 0.1 times by mass or more and 20 times by mass or less, particularly preferably 0.1 times by mass or more and 15 times by mass or less.
- the pesticidal composition contains water.
- the water include ion-exchange water, tap water and groundwater.
- the water constitutes the aqueous phase of the pesticidal composition.
- the content of the water in the pesticidal composition is preferably 30 mass % or more and 95 mass % or less, more preferably 35 mass % or more and 93 mass % or less, further preferably 40 mass % or more and 90 mass % or less, yet further preferably 45 mass % or more and 87 mass % or less.
- the pesticidal composition contain the water at a content within the range.
- the pesticidal composition may contain an organic solvent having a water solubility at 25° C. of 10 mass % or less.
- this organic solvent is also called “organic solvent A”.
- the organic solvent A may dissolve the compound (I).
- the pesticidal composition may contain one, two, or more organic solvents A.
- the water solubility at 25° C. of the organic solvent A may be, for example, 8 mass % or less, may be 5 mass % or less, may be 3 mass % or less, and may be 1 mass % or less. It is preferable that the pesticidal composition contain the organic solvent A having water solubility within the range because the emulsified state of the pesticidal composition is improved.
- the water solubility at 25° C. of the organic solvent A is usually 0 mass % or more and may be 10 ⁇ 5 mass % or more.
- the water solubility at 25° C. herein refers to the solubility in water at a temperature of 25° C. and pH 7.
- a water solubility at 25° C. of 10 mass % means that the solubility in 1 g of water at a temperature of 25° C. and pH 7 is 1 ⁇ 10 ⁇ 1 g.
- the water solubility of the organic solvent As the water solubility of the organic solvent, a value found in the database (Solubility Database) of International Union of Pure and Applied Chemistry (IUPAC) or National Institute of Standards and Technology (NIST) may be used. When a corresponding value is not found in the database, the water solubility of the organic solvent may be measured by determining the saturation solubility in water at a temperature of 25° C. and pH 7 by high-performance liquid chromatography.
- organic solvent A examples include:
- organic solvent A a commercially available solvent may be used.
- the commercially available product include, in trade names, Agnique AMD810 (mixture of N,N-dimethyloctanamide and N,N-dimethyldecanamide, manufactured by BASF), Agnique AMD10 (N,N-dimethyldecanamide, manufactured by BASF), Agnique AMD12 (N,N-dimethyldodecanamide, manufactured by BASF), Rhodiasolv ADMA810 (mixture of N,N-dimethyloctanamide and N,N-dimethyldecanamide, manufactured by Solvay Nicca), Rhodiasolv ADMA-10 (N,N-dimethyldecanamide, manufactured by Solvay Nicca), Hallcomid M-8-10 (mixture of N,N-dimethyloctanamide and N,N-dimethyldecanamide, manufactured by Stepan), Hallcomid M-10 (N,N-dimethyldecanamide, manufactured by Stepan), Hallcomid M-12 (N,N-dd
- the organic solvent A preferably comprises one or more selected from the group consisting of aromatic hydrocarbons, aliphatic hydrocarbons, ketones, esters, ethers, amides, amines, and alcohols, and more preferably comprises an aromatic hydrocarbon.
- the aromatic hydrocarbon preferably comprises one or more selected from the group consisting of alkylbenzenes (e.g., toluene, xylene, ethylbenzene, octadecylbenzene, dialkylbenzene and trialkylbenzene), alkylnaphthalenes (e.g., methylnaphthalene, dimethylnaphthalene, dodecylnaphthalene and tridecylnaphthalene), and phenylxylylethane and 1-phenyl-1-ethylphenylethane, more preferably comprises one or more selected from the group consisting of alkylbenzenes and alkylnaphthalenes, and further preferably comprises one or more selected from the group consisting of C9-C12 alkylbenzenes and C10-C15 alkylnaphthalenes.
- the organic solvent A may consist of an aromatic hydrocarbon.
- the content of the organic solvent A in the pesticidal composition is preferably 0.1 mass % or more and 45 mass % or less, more preferably 0.5 mass % or more and 40 mass % or less, further preferably 1 mass % or more and 35 mass % or less, yet further preferably 3 mass % or more and 30 mass % or less. It is preferable that the pesticidal composition contain the organic solvent A at a content within the range in view of moderately elevating the content of the compound (I) and improving the emulsified state of the pesticidal composition.
- the content of the organic solvent A relative to the content of the compound (I) is usually 3 times by mass or more and 35 times by mass or less, preferably 4 times by mass or more and 30 times by mass or less, more preferably 5 times by mass or more and 25 times by mass or less, further preferably 5 times by mass or more and 20 times by mass or less, particularly preferably 7 times by mass or more and 15 times by mass or less.
- the ratio (mass ratio) of the content of the organic solvent A to the content of the compound (I) be adjusted to within the range.
- the content of the organic solvent A relative to that of the surfactant is preferably 0.05 times by mass or more and 100 times by mass or less, more preferably 0.1 times by mass or more and 50 times by mass or less, further preferably 0.12 times by mass or more and 30 times by mass or less, particularly preferably 0.15 times by mass or more and 20 times by mass or less.
- the content of the organic solvent A mentioned above is the total content of the two or more organic solvents A.
- the content of each ingredient is the total content of two or more ingredients, if contained, unless otherwise specified.
- the pesticidal composition can contain an organic solvent other than the organic solvent A.
- the organic solvent contained in the pesticidal composition consist of the organic solvent A.
- the pesticidal composition may contain a formulation aid.
- formulation aids include thickeners, antifoaming agents, antifreezing agents, and antiseptics.
- the thickener examples include polysaccharides such as xanthan gum, guar gum, welan gum, diutan gum, and cellulose nanofibers, clay, and silicates.
- the content of the thickener in the pesticidal composition is usually 0.00 mass % or more and may be 0.05 mass % or more, and is usually 5 mass % or less and may be 3 mass % or less.
- the antifoaming agent examples include silicone-based antifoaming agents.
- the content of the antifoaming agent in the pesticidal composition is usually 0.01 mass % or more and may be 0.05 mass % or more, and is usually 1 mass % or less and may be 0.5 mass % or less.
- the antifreezing agent examples include ethylene glycol, propylene glycol, urea, and glycerin.
- the content of the antifreezing agent in the pesticidal composition is usually 1 mass % or more and may be 2 mass % or more, and is usually 10 mass % or less and may be 8 mass % or less.
- the antiseptic examples include isothiazolinone-based antiseptics.
- the content of the antiseptic in the pesticidal composition is usually 0.05 mass % or more and may be 0.1 mass % or more, and is usually 0.5 mass % or less and may be 0.3 mass % or less.
- the suspension of the compound (I) suspended in water can be prepared, for example, as follows: the compound (I) which is a pesticidal active compound, water, the herbicidal active salt, the surfactant and an optional formulation aid are milled and suspended by wet milling using a medium such as glass beads or zirconia to obtain a suspension.
- the suspension may or may not contain the herbicidal active salt.
- the herbicidal active salt, if not contained therein, is mixed with the suspension.
- the suspension is mixed with an optional formulation aid such as a thickener, an antiseptic, and an antifoaming agent to obtain a pesticidal composition.
- the oil-in-water emulsion of the compound (I) contained in an oil phase can be prepared, for example, as follows: the compound (I) which is a pesticidal active compound, the organic solvent A and an optional surfactant are mixed to prepare an oil phase.
- the herbicidal active salt, a formulation aid, water and an optional surfactant are added to prepare an aqueous phase.
- the aqueous phase may or may not contain the herbicidal active salt.
- the surfactant may be added to the organic solvent, may be added to the water, or may be added to both.
- the oil phase is added to the aqueous phase and emulsified using a stirrer such as a homogenizer, and the resultant is mixed with an optional formulation aid such as a thickener, an antiseptic, and an antifoaming agent to obtain a pesticidal composition.
- a stirrer such as a homogenizer
- an optional formulation aid such as a thickener, an antiseptic, and an antifoaming agent to obtain a pesticidal composition.
- the surfactant may be added at a plurality of timings. For example, the process of obtaining a suspension and/or an emulsified liquid in the presence of a portion of the surfactant may be carried out, followed by the addition of another portion of the surfactant.
- the pH value at 25° C. of the pesticidal composition is higher than 3.5 and lower than 8.8.
- the pH value falls within the range, whereby a pesticidal composition having favorable degradation resistance of the compound (I) can be provided.
- the pesticidal composition has, for example, a high residual rate of the compound (1) after being stored in a high-temperature environment.
- the pH value of the pesticidal composition can be measured by a method mentioned later.
- the pH value of the pesticidal composition is higher than 3.5 and lower than 8.8.
- the pH value is preferably 4.2 or higher and 8.6 or lower.
- the pH value is more preferably 4.5 or higher, further preferably 4.6 or higher, and may be 4.8 or higher, may be 4.9 or higher, may be 5.0 or higher, and may be 5.1 or higher.
- the pH value is preferably 8.5 or lower, more preferably 8.0 or lower, and may be 7.9 or lower, may be 7.8 or lower, may be 7.7 or lower, may be 7.6 or lower, and may be 7.5 or lower.
- the residual rate of the compound (I) that is calculated according to an expression mentioned below after the pesticidal composition is stored at a temperature of 54° C. for 2 weeks is preferably 75% or more, more preferably 80% or more, further preferably 85% or more, yet further preferably 90% or more, particularly preferably 95% or more, most preferably 97% or more.
- the pesticidal composition can be suitably used as a liquid pesticidal formulation called suspension concentrate (SC) or emulsion oil in water (EW) in the pesticidal field.
- SC suspension concentrate
- EW emulsion oil in water
- the pesticidal composition can be used in crop lands such as dry fields, orchard fields, pastures, lawn fields, and forestry fields; and non-crop lands such as levee slopes, riverbeds, shoulders and slopes of the roads, railroads, parks and green spaces, playgrounds, automobile parks, airports, and industrial plant sites such as factories and storage facilities as well as idle fields and urban deserts, thereby controlling weeds.
- crop lands such as dry fields, orchard fields, pastures, lawn fields, and forestry fields
- non-crop lands such as levee slopes, riverbeds, shoulders and slopes of the roads, railroads, parks and green spaces, playgrounds, automobile parks, airports, and industrial plant sites such as factories and storage facilities as well as idle fields and urban deserts, thereby controlling weeds.
- a suspension or an emulsified liquid by usually mixing the pesticidal composition with water, and applies the suspension or the emulsified liquid from a knapsack sprayer, a spray tank, a spray plane, or an irrigation system.
- the amount of spray differs depending on climate conditions, the timing of treatment, soil conditions, target crops, target weeds, etc. and is usually 10 L or more and 2000 L or less, preferably 50 L or more and 400 L or less, per hectare.
- the suspension or the emulsified liquid is prepared by mixing the pesticidal composition with water in usually from 2 to 10000 times, preferably from 10 to 8000 times, more preferably from 15 to 6000 times the volume of the suspension concentrate or the emulsion oil in water.
- the suspension or the emulsified liquid it may be mixed with an adjuvant.
- an oil-based adjuvant methylated seed oil in which a mineral oil such as a paraffinic hydrocarbon, a naphthenic hydrocarbon, or an aromatic hydrocarbon, or a vegetable oil (soybean oil or rapeseed oil) is esterified
- Agri-Dex or MSO at 0.25%, 0.5%, 1%, 2%, 3%, 4%, 5% or 6% (volume/volume) into the spray liquid
- a nonionic adjuvant polyoxyalkylene alkyl ether, polyoxyalkylene fatty acid ester, alkylaryl alkoxylate, or alkylaryl polyoxyalkylene glycol
- Induce at 0.05%, 0.1%, 0.25%, or 0.5% (volume/volume) into the spray liquid.
- anionic series substituted sulfonates
- cationic series polyoxyethyleneamine
- Genamin T 200BM cationic series
- organic silicone series such as Silwet L77
- drift control agent such as Intact (polyethylene glycol) may be mixed.
- the pH or hardness of the spray liquid is not particularly limited.
- Dicamba DGA Dicamba diglycolamine salt (an aqueous solution of 59 mass % of the salt (40 mass % as an acid) was used for the preparation of pesticidal compositions, whereas the amounts specified in Table 1 are the amounts of the dicamba diglycolamine itself.)
- Solvesso 200ND Containing C10-C13 alkylnaphthalene as its main aromatic hydrocarbon, manufactured by ExxonMobil Chemical
- Alkamuls OR/40 Polyoxyethylene castor oil, the number of added EO: 40, manufactured by Solvay
- Keltrol CG-LAX-T Xanthan gum, manufactured by CP KELCO
- the units of the values of each ingredient specified in Table 1 are mass % with the total amount of the pesticidal composition being taken as 100 mass %.
- a thickening agent obtained by mixing 0.11 parts by mass of Keltrol CG-LAX-T and 14.80 parts by mass of water at 60° C., the emulsified liquid, and 10.31 parts by mass of water were mixed and stirred, and the resultant was mixed with 0.5 mL of an aqueous solution of 85 mass % H 3 PO 4 to obtain a pesticidal composition 3.
- a thickening agent obtained by mixing 0.11 parts by mass of Keltrol CG-LAX-T and 14.80 parts by mass of water at 60° C., the emulsified liquid, and 10.31 parts by mass of water were mixed and stirred, and the resultant was mixed with 0.5 mL of an aqueous solution of 1 mol/L HCL to obtain a pesticidal composition 4.
- a thickening agent obtained by mixing 0.11 parts by mass of Keltrol CG-LAX-T and 14.80 parts by mass of water at 60° C., the emulsified liquid, and 10.31 parts by mass of water were mixed and stirred to obtain a pesticidal composition 5.
- the pesticidal composition (temperature: 25° C.) immediately after preparation was placed in a glass vessel and shaken by manual shaking.
- the electrode of a pH meter (“model F-13” manufactured by HORIBA, Ltd.) was dipped in the pesticidal composition, and the pH value was measured.
- a content C1 of the compound (I) in the pesticidal composition immediately after preparation was measured using HPLC (“20 Series” manufactured by Shimadzu Corp.).
- HPLC 20 Series manufactured by Shimadzu Corp.
- the pesticidal composition was placed in a glass vessel and stored at 54° C. Two weeks after the storage started, a content C2 of the compound (I) in the pesticidal composition was measured using HPLC (“20 Series” manufactured by Shimadzu Corp.).
- Residual rate (%) of the compound ( I ) 100 ⁇ C 2/ C 1
- Pesticidal composition 1 2 3 4 5 6 7 Pesticidal active compound Compound (I) (purity: 98%) 0.88 Dicamba DGA 35.25 Organic solvent Solvesso 200ND 9.15 Surfactant Alkamuls OR/40 5.00 Thickener Keltrol CG-LAX-T 0.11 Water 49.61 Total 100.00 pH value (25° C.) 3.5 4.2 4.8 6.9 7.5 8.6 8.8 Residual rate (%) of compound (I) 44.1 75.3 92.5 97.9 97.8 76.8 53.2
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Abstract
Description
- The present invention relates to a pesticidal composition.
- A compound represented by the following formula (I), which is an active ingredient for herbicides, is known as a pesticidal active compound (see, e.g., U.S. Pat. No. 6,537,948 (Patent Literature 1)).
-
- PTL 1: U.S. Pat. No. 6,537,948
- An object of the present invention is to provide a liquid pesticidal composition comprising a compound represented by the formula (I) and a herbicidal active salt, wherein the liquid pesticidal composition has favorable degradation resistance of the compound represented by the formula (I).
- The present invention provides the following pesticidal composition.
- [1] A pesticidal composition comprising a compound represented by the formula (I), a herbicidal active salt, a surfactant and water, wherein
- a pH value at 25° C. is higher than 3.5 and lower than 8.8:
- [2] A pesticidal composition comprising a compound represented by the formula (I), a herbicidal active salt, an organic solvent having a water solubility at 25° C. of 10 mass % or less, a surfactant and water, wherein
- a pH value at 25° C. is higher than 3.5 and lower than 8.8:
- [3] The pesticidal composition according to [1], wherein the pH value is 4.2 or higher and 8.6 or lower.
- [4] The pesticidal composition according to [2], wherein the pH value is 4.2 or higher and 8.6 or lower.
- [5] The pesticidal composition according to any of [1] to [4], wherein the herbicidal active salt comprises a herbicidal active carboxylate.
- [6] The pesticidal composition according to any of [1] to [4], wherein the herbicidal active salt comprises one or more herbicidal active salts selected from the group consisting of a herbicidal active benzoate and a herbicidal active phenoxyacetate.
- [7] The pesticidal composition according to any of [1] to [4], wherein the herbicidal active salt comprises one or more herbicidal active salts selected from the group consisting of a dicamba salt and a 2,4-D salt.
- [8] The pesticidal composition according to any of [1] to [4], wherein the herbicidal active salt comprises a dicamba salt.
- [9] The pesticidal composition according to any of [1] to [4], wherein the herbicidal active salt comprises dicamba diglycolamine.
- [10] The pesticidal composition according to any of [1] to [9], wherein the pesticidal composition contains an aqueous phase and particles of an oil phase dispersed in the aqueous phase, wherein the oil phase contains the organic solvent and the compound represented by the formula (I) dissolved or suspended in the organic solvent.
- [11] The pesticidal composition according to any of [1] to [10], wherein the organic solvent comprises an aromatic hydrocarbon.
- [12] The pesticidal composition according to any of [1] to [11], wherein the surfactant comprises a nonionic surfactant.
- It is made possible to provide a liquid pesticidal composition comprising a compound represented by the formula (I) and a herbicidal active salt, wherein the liquid pesticidal composition has favorable degradation resistance of the compound represented by the formula (I).
- A pesticidal composition according to the present invention (hereinafter, also simply called “pesticidal composition”) contains a compound represented by the formula (I) (hereinafter, also called “compound (I)”), a herbicidal active salt, a surfactant and water. The pesticidal composition is usually a suspension containing an aqueous phase and the compound (I) suspended in the aqueous phase, or an oil-in-water emulsion containing an aqueous phase and particles of an oil phase dispersed in the aqueous phase. The oil phase contains the organic solvent having a water solubility at 25° C. of 10 mass % or less and the compound (I) dissolved or suspended in the organic solvent.
- In the following, a detailed description will be given of ingredients that the pesticidal composition contains or may contain.
- [1] Pesticidal Active Compound
- The pesticidal composition contains the compound (I) as a first pesticidal active compound. In the pesticidal composition, the compound (I) may be suspended in water, or may be contained in the oil phase and dissolved or suspended in the organic solvent having a water solubility at 25° C. of 10 mass % or less, which constitutes the oil phase. In the pesticidal composition, it is desirable that the compound (I) be dissolved or suspended in the organic solvent constituting the oil phase.
- With the total amount of the pesticidal composition being taken as 100 mass %, the content of the compound (I) in the pesticidal composition is preferably 0.01 mass % or more and 25 mass % or less, more preferably 0.05 mass % or more and 20 mass % or less, further preferably 0.1 mass % or more and 15 mass % or less, yet further preferably 0.2 mass % or more and 10 mass % or less, in view of moderately elevating the content.
- The pesticidal composition contains one, two, or more herbicidal active salts as a second pesticidal active compound. Usually, the aqueous phase contains the herbicidal active salt(s). The herbicidal active salt is a herbicidal active compound in a salt form, and examples thereof include herbicidal active carboxylates, herbicidal active thiocarbonates, herbicidal active sulfonates, herbicidal active sulfinates, herbicidal active thiosulfonates or herbicidal active phosphites. The herbicidal active salt is preferably a herbicidal active carboxylate. A portion of the herbicidal active salt may be present in a neutral state in the pesticidal composition. For example, when the herbicidal active salt is carboxylates, the carboxylate group (—COO— group) of the salt may be present in equilibrium with a carboxy group (—COOH group).
- Examples of the herbicidal active salt include herbicidal active carboxylates, herbicidal active thiocarbonates, herbicidal active sulfonates, herbicidal active sulfinates, herbicidal active thiosulfonates and herbicidal active phosphites listed in The Pesticide Manual Fifteenth Edition (2009), British Crop Production Council (ISBN: 978-1-901396-18-8), and examples of the herbicidal active carboxylate include salts of the following acids:
-
- herbicidal active benzoates such as diflufenzopyr salt, naptalam salt, dicamba salt, and 2,3,6-trichlorobenzoic acid (2,3,6-TBA) salt;
- herbicidal active pyrimidinyloxybenzoates such as bispyribac sodium;
- herbicidal active pyrimidinylthiobenzoates such as pyrithiobac sodium; herbicidal active picolinic acid compounds such as aminopyralid salt, clopyralid salt, and picloram salt;
- herbicidal active aromatic acid salts such as aminocyclopyrachlor salt and imazethapyr salts (e.g., imazethapyr ammonium);
- herbicidal active phenoxyacetates such as (2,4-dichlorophenoxy)acetic acid (2,4-D) salt, MCPA (4-(4-chloro-o-tolyloxy)acetic acid) salt, and (2,4,5-trichlorophenoxy)acetic acid (2,4,5-T) salt;
- herbicidal active phenoxybutyrates such as 4-(2,4-dichlorophenoxy)butyric acid (2,4-DB) salt and 4-(4-chloro-o-tolyloxy) butyric acid (MCPB) salt;
- herbicidal active phenoxypropionates such as dichlorprop salt, dichlorprop-P salt, fenoprop salt, mecoprop salt, and mecoprop-P salt; and herbicidal active salts classified into carboxylic acid-containing organophosphorus herbicides such as glufosinate ammonium, glufosinate-P ammonium, and glyphosate salts (e.g., glyphosate potassium, glyphosate dimethylamine, glyphosate monoethanolamine, and glyphosate isopropylammonium).
- The herbicidal active salt is preferably a herbicidal active carboxylate, more preferably one or more salts selected from the group consisting of herbicidal active benzoates and herbicidal active phenoxyacetates, further preferably one or more salts selected from the group consisting of dicamba salts and 2,4-D salts, yet further preferably a dicamba salt.
- Examples of the dicamba salt include dicamba diglycolamine, dicamba tetrabutylamine, dicamba tetrabutylphosphonium and dicamba N,N-bis(3-aminopropyl)methylamine, with dicamba diglycolamine being preferable. The pesticidal composition can contain one, two, or more dicamba salts.
- Examples of the 2,4-D salt include 2,4-D ammonium, 2,4-D diethylammonium, 2,4-D dimethylammonium, 2,4-D diolamine, 2,4-D dodecylammonium, 2,4-D heptylammonium, 2,4-D isopropylammonium, 2,4-D lithium, 2,4-D sodium, 2,4-D tetradecylammonium, 2,4-D triethylammonium, 2,4-D tris(2-hydroxypropyl)ammonium, 2,4-D trolamine, and 2,4-D choline. The pesticidal composition can contain one, two, or more 2,4-D salts.
- With the total amount of the pesticidal composition being taken as 100 mass %, the content of the herbicidal active salt in the pesticidal composition is preferably 0.1 mass % or more and 80 mass % or less, more preferably 0.5 mass % or more and 70 mass % or less, further preferably 1 mass % or more and 60 mass % or less, yet further preferably 2 mass % or more and 50 mass % or less. The amount of the herbicidal active salt herein refers to an amount as the acid equivalent of the herbicidal active salt unless otherwise specified.
- The pesticidal composition may contain a pesticidal active compound other than the compound (I) and the herbicidal active salt. Examples of the pesticidal active compound other than the compound (I) and the herbicidal active salt include, but are not particularly limited to, insecticidal active ingredients, fungicidal active ingredients and herbicidal active ingredients. The pesticidal composition can contain one or more pesticidal active ingredients selected from the group consisting of insecticidal active ingredients, fungicidal active ingredients and herbicidal active ingredients as the pesticidal active compound other than the compound (I) and the herbicidal active salt. Each of the insecticidal active ingredient, the fungicidal active ingredient and the herbicidal active ingredient may comprise one, two, or more ingredients.
- With the total amount of the pesticidal active compound contained in the pesticidal composition being taken as 100 mass %, the total content of the compound (I) and the herbicidal active salt in all the pesticidal active compounds contained in the pesticidal composition is, for example, 50 mass % or more and 100 mass % or less. The content is preferably 60 mass % or more and 100 mass % or less, more preferably 80 mass % or more and 100 mass % or less, further preferably 90 mass % or more and 100 mass % or less, particularly preferably 95 mass % or more and 100 mass % or less.
- The content of the herbicidal active salt relative to the content of the compound (I) is usually 1 time by mass or more and 100 times by mass or less, preferably 2 times by mass or more and 80 times by mass or less, more preferably 5 times by mass or more and 70 times by mass or less, further preferably 10 times by mass or more and 60 times by mass or less.
- [2] Surfactant
- The pesticidal composition contains one, two, or more surfactants. Examples of the surfactant include nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. The pesticidal composition can contain one, two, or more surfactants selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants.
- Examples of the nonionic surfactant include:
-
- block polymers such as polyoxyethylene polyoxypropylene block copolymers, and block polymers of alkanol, polyethylene oxide, and polypropylene oxide;
- synthetic polymers such as vinyl acetate copolymers, polymethacrylic acid, and copolymers of methacrylic acid and methacrylic acid ester;
- polyoxyalkylene fatty acid esters such as polyoxyethylene fatty acid esters (e.g., polyoxyethylene stearic acid ester), polyoxypropylene fatty acid esters (e.g., polyoxypropylene stearic acid ester) and polyoxyethylene polyoxypropylene fatty acid ester;
- fatty acid esters such as fatty acid esters of polyol, monoglyceride, and phospholipids;
- alcohol ethoxylates such as aliphatic alcohol ethoxylates (e.g., tridecyl alcohol ethoxylate, isooctyl alcohol ethoxylate, lauryl alcohol ethoxylate, hexadecyl alcohol ethoxylate, and stearyl alcohol ethoxylate), alkylphenol ethoxylates (e.g., nonylphenol ethoxylate, tristyrylphenol ethoxylate, tributylphenol ethoxylate, and octylphenol ethoxylate), arylalkylphenol ethoxylates, and arylphenol ethoxylates (e.g., monobenzylbiphenol alcohol ethoxylate);
- alcohol propoxylates such as aliphatic alcohol propoxylate, alkylphenol propoxylate, and arylalkylphenol propoxylate;
- polyoxyalkylene vegetable oils such as polyoxyethylene castor oil and polyoxyethylene polyoxypropylene castor oil;
- polyoxyalkylene hydrogenated vegetable oils such as polyoxyethylene hydrogenated castor oil;
- glycerin fatty acid esters;
- glucose esters;
- cellulose esters;
- sucrose fatty acid esters (e.g., sucrose stearic acid diester);
- polyvinyl alcohol;
- sorbitan fatty acid esters (e.g., sorbitan laurate, sorbitan stearate, sorbitan oleate and sorbitan trioleate);
- polyoxyalkylene sorbitan fatty acid esters (e.g., polyoxyethylene sorbitan laurate, polyoxyethylene sorbitan stearate, polyoxyethylene sorbitan oleate, and polyoxyethylene sorbitan trioleate);
- fatty acid amine esters such as polyoxyethylene fatty acid amine ester and polyoxypropylene fatty acid amine ester;
- polyoxyethylene rosin esters;
- amides such as fatty acid alkanolamides (e.g., lauric acid diethanolamide), alkoxylated propylene oxide fatty acid glucamide, polyoxyethylene oleic acid amide, polyoxyethylene stearic acid amide, and polyvinylpyrrolidone;
- amines such as alkoxylated amines (e.g., polyoxyethylene oleylamine, and α,α′-[(9-octadecenylimino)di-2,1-ethanediyl]bis(w-hydroxy)poly(oxyethylene)).
- Examples of the anionic surfactant include:
-
- sulfonates such as alkylsulfonates (e.g., dodecylsulfonate), alpha olefin sulfonates, alkylbenzenesulfonates (e.g., decylbenzenesulfonate, dodecylbenzenesulfonate, tridecylbenzenesulfonate, and diphenylsulfonate), alkylnaphthalenesulfonates (e.g., naphthalenesulfonate, dibutylnaphthalenesulfonate, 2,2′-dinaphthylmethane-6,6′-disulfonate, diisopropylnaphthalenesulfonate, and triisopropylnaphthalenesulfonate), dialkylsulfosuccinates (e.g., sodium di(2-ethylhexyl)sulfosuccinate), N-methyl-N-acyltaurine salts (e.g., methyl oleoyl taurate), other lignin sulfonates, alkylphenolsulfonates and derivatives thereof, naphthalenesulfonate-formaldehyde condensates and derivatives thereof, and benzimidazolesulfonate derivatives;
- sulfuric acid ester salts such as alkyl sulfates (e.g., n-hexyl sulfate, n-heptyl sulfate, lauryl sulfate, lauryl sulfuric acid diethanol salt, and octadecyl sulfate), polyoxyethylene alkyl ether sulfates (e.g., laureth-3-sulfate), polyoxypropylene alkyl ether sulfates, and polyoxyethylene distyryl phenyl ether sulfuric acid ester salts;
- carboxylates such as fatty acid salts such as octanoate, decanoate, laurate, myristate, palmitate, stearate, behenate, and oleate, and derivatives thereof, ether carboxylates such as laureth-3-carboxylate, and derivatives thereof, N-acylsarcosine salts such as N-lauroylsarcosine salt, and derivatives thereof, N-acylglutamates such as N-lauroylglutamate, and derivatives thereof, polyacrylates, polyvinyl acetates, and polycarboxylates such as comb-shaped polymers of polyacid salts, and derivatives thereof; and
- phosphoric acid ester salts such as alkyl phosphates such as lauryl phosphate, and derivatives thereof, polyoxyethylene alkyl ether phosphates and derivatives thereof, polyoxyethylene alkyl phenyl ether phosphates and derivatives thereof, and polyoxypropylene alkyl ether phosphates and derivatives thereof.
- Examples of the salt in the sulfonates, the sulfuric acid ester salts, the carboxylates, and the phosphoric acid ester salts include sodium salts, potassium salts, calcium salts, ammonium salts, isopropylamine salts, and triethanolamine salts.
- Examples of the cationic surfactant include:
-
- alkylamine salts such as monomethylamine salts, dimethylamine salts, trimethylamine salts, and dodecylamine salts;
- fatty acid amide amine salts such as stearamide propyldimethylamine and behenamide propyldimethylamine;
- polyamine salts such as polyvinylamine and polyethyleneimine; and
- alkyl quaternary ammonium salts such as lauryltrimethylammonium salt, cetyltrimethylammonium salt, dodecyltrimethylammonium salts, stearylmethylammonium salts, ethylammonium benzylbis(2-chloroethyl)bromide salts, alkyldimethylbenzylammonium salts, alkylpyridinium salts, alkylisoquinolinium salts and dialkylmorpholinium salts.
- Examples of the amphoteric surfactant include
-
- N-laurylalanine, N,N,N-trimethylaminopropionic acid, N,N,N-trihydroxyethylaminopropionic acid, N-hexyl-N,N-dimethylaminoacetic acid, betaine, alkyl betaines (e.g., 1-(2-carboxyethyl)pyrimidinium betaine), imidazoline, taurine, alkyltaurine and lecithin.
- As the surfactant, a commercially available surfactant may be used.
- Examples of a commercially available nonionic surfactant include, in trade names, Selvol 523 (polyvinyl alcohol, manufactured by Sekisui Speciality Chemicals), Stepflow 26F (polyoxyethylene polyoxypropylene block copolymer, manufactured by Stepan), Toximul 8323 (polyoxyethylene polyoxypropylene block copolymer, manufactured by Stepan), Atlas G5000 (butyl block copolymer, manufactured by Croda), Atlas G5002L (butyl block copolymer, manufactured by Croda), Antarox B/848 (polyoxyethylene polyoxypropylene block copolymer, manufactured by Solvay), Pegnol 24-O (polyoxyethylene fatty acid ester, manufactured by TOHO Chemical Industry), Pegnol 14-S (polyoxyethylene fatty acid ester, manufactured by TOHO Chemical Industry), Pegnol ST-7 (polyoxyethylene alkyl ether, manufactured by TOHO Chemical Industry), ATPLUS245 (polyoxyethylene polyoxypropylene alkyl ether, manufactured by Croda), Synperonic AB6 (polyoxyalkylene alkyl ether, HLB: 12, manufactured by Croda), Brij O3 (polyoxyethylene oleyl ether, HLB: 7, manufactured by Croda), Genapol X060 (polyoxyethylene alkyl ether, manufactured by Clariant), Genapol X150 (polyoxyethylene alkyl ether, manufactured by Clariant), Emulsogen TS200 (polyoxyethylene tristyryl phenyl ether, manufactured by Clariant), Emulsogen TS290 (polyoxyethylene tristyryl phenyl ether, manufactured by Clariant), Emulsogen TS540 (polyoxyethylene tristyryl phenyl ether, manufactured by Clariant), Emulsogen TS600 (polyoxyethylene tristyryl phenyl ether, manufactured by Clariant), Emulsogen EL360 (polyoxyethylene castor oil, manufactured by Clariant), Emulsogen EL400 (polyoxyethylene castor oil, manufactured by Clariant), Emulsogen EL540 (polyoxyethylene castor oil, manufactured by Clariant), Solpol T26 (polyoxyethylene alkyl aryl ether, manufactured by TOHO Chemical Industry), Alkamuls OR/40 (polyoxyethylene castor oil, manufactured by Solvay), Toximul 8240 (polyoxyethylene castor oil, molar number of added EO: 36, manufactured by Stepan), Toximul 8241 (polyoxyethylene castor oil, molar number of added EO: 30, manufactured by Stepan), Toximul 8242 (polyoxyethylene castor oil, molar number of added EO: 40, manufactured by Stepan), NIKKOL HCO-20 (polyoxyethylene hydrogenated castor oil, manufactured by Nikko Chemicals), Geronol TE/250 (mixture of polyoxyethylene castor oil and polyoxyethylene polyoxypropylene monobutyl ether, manufactured by Solvay), NIKKOL MGU (glycerol fatty acid ester, manufactured by Nikko Chemicals), NIKKOL DGS-80 (glycerol fatty acid ester, manufactured by Nikko Chemicals), Newcol 20 (sorbitan laurate, manufactured by Nippon Nyukazai), and Newcol 25 (polyoxyethylene sorbitan laurate, manufactured by Nippon Nyukazai).
- Examples of a commercially available anionic surfactant include, in trade names, Rhodacal 70 (calcium dodecylbenzenesulfonate, branched, manufactured by Solvay), Rhodacal 70/B (calcium dodecylbenzenesulfonate, linear, manufactured by Solvay), Rhodacal LDS-25/AP (sodium dodecylbenzenesulfonate, linear, manufactured by Solvay), Calsogen 4814 (calcium dodecylbenzenesulfonate, manufactured by Clariant), Phenylsulfonat CAL (calcium dodecylbenzenesulfonate, manufactured by Clariant), Geropon CYA/75 (sodium di(2-ethylhexyl) sulfosuccinate, manufactured by Solvay), and Soprophor DSS/7 (polyoxyethylene distyryl phenyl ether sulfuric acid ester ammonium salt, manufactured by Solvay).
- With the total amount of the pesticidal composition being taken as 100 mass %, the content of the surfactant in the pesticidal composition is preferably 0.5 mass % or more and 30 mass % or less, more preferably 0.7 mass % or more and 25 mass % or less, further preferably 0.8 mass % or more and 20 mass % or less, yet further preferably 1 mass % or more and 15 mass % or less, particularly preferably 1.5 mass % or more and 10 mass % or less, in view of improving the suspended or emulsified state of the pesticidal composition.
- The content of the surfactant relative to the content of the pesticidal active compound is preferably 0.05 times by mass or more and 30 times by mass or less, more preferably 0.07 times by mass or more and 25 times by mass or less, further preferably 0.1 times by mass or more and 20 times by mass or less, particularly preferably 0.1 times by mass or more and 15 times by mass or less.
- [3] Water
- The pesticidal composition contains water. Examples of the water include ion-exchange water, tap water and groundwater. The water constitutes the aqueous phase of the pesticidal composition.
- With the total amount of the pesticidal composition being taken as 100 mass %, the content of the water in the pesticidal composition is preferably 30 mass % or more and 95 mass % or less, more preferably 35 mass % or more and 93 mass % or less, further preferably 40 mass % or more and 90 mass % or less, yet further preferably 45 mass % or more and 87 mass % or less. For improving the suspended or emulsified state of the pesticidal composition, it is preferable that the pesticidal composition contain the water at a content within the range.
- [4] Organic Solvent
- The pesticidal composition may contain an organic solvent having a water solubility at 25° C. of 10 mass % or less. Hereinafter, this organic solvent is also called “organic solvent A”. The organic solvent A may dissolve the compound (I). The pesticidal composition may contain one, two, or more organic solvents A.
- The water solubility at 25° C. of the organic solvent A may be, for example, 8 mass % or less, may be 5 mass % or less, may be 3 mass % or less, and may be 1 mass % or less. It is preferable that the pesticidal composition contain the organic solvent A having water solubility within the range because the emulsified state of the pesticidal composition is improved. The water solubility at 25° C. of the organic solvent A is usually 0 mass % or more and may be 10−5 mass % or more.
- The water solubility at 25° C. herein refers to the solubility in water at a temperature of 25° C. and pH 7. For example, a water solubility at 25° C. of 10 mass % means that the solubility in 1 g of water at a temperature of 25° C. and pH 7 is 1×10−1 g.
- As the water solubility of the organic solvent, a value found in the database (Solubility Database) of International Union of Pure and Applied Chemistry (IUPAC) or National Institute of Standards and Technology (NIST) may be used. When a corresponding value is not found in the database, the water solubility of the organic solvent may be measured by determining the saturation solubility in water at a temperature of 25° C. and pH 7 by high-performance liquid chromatography.
- Examples of the organic solvent A that may be contained in the pesticidal composition include:
-
- alcohols such as butanol, amyl alcohol, hexanol, heptanol, octanol, 2-ethylhexanol, cyclohexanol and benzyl alcohol;
- esters such as acetic acid esters (e.g., ethyl acetate, butyl acetate, isoamyl acetate, isobornyl acetate, hexyl acetate, heptyl acetate, octyl acetate, and benzyl acetate), carbonic acid esters (e.g., diethyl carbonate and dibutyl carbonate), fatty acid esters (e.g., isopropyl myristate, methyl octanoate, methyl oleate, methyl laurate, dimethyl adipate, dibutyl adipate, didecyl adipate, tri-n-butyl citrate, di-n-butyl phthalate, methyl caprylate, methyl laurate, methyl myristate, methyl salicylate, methyl palmitate, methyl oleate, and ethyl palmitate), phthalic acid esters (e.g., dimethyl phthalate and diethyl phthalate), benzoic acid esters (e.g., methyl benzoate and ethyl benzoate), succinic acid esters (e.g., dioctyl succinate), and acetoacetic acid esters (e.g., tert-butyl acetoacetate and allyl acetoacetate);
- ethers such as propylene glycol phenyl ether;
- ketones such as cyclohexanone, 2-heptanone, isophorone, mesityl oxide, methyl isoamyl ketone, methyl isobutyl ketone, methylcyclohexanone, and acetophenone;
- amides such as fatty acid dimethylamides (e.g., N,N-dimethyldecanamide, N,N-dimethyldodecanamide, N,N-dimethyltetradecanamide, and N,N-dimethyloctadecanamide), and alkylpyrrolidones (e.g., N-octyl-pyrrolidone, N-dodecyl-pyrrolidone, and N-decyl-pyrrolidone);
- lactones such as γ-octanolactone and δ-octanolactone;
- amines such as n-octylamine, oleylamine, and laurylamine;
- aliphatic hydrocarbons such as decane, tridecane, tetradecane, hexadecane, octadecane, normal paraffin, isoparaffin, cycloparaffin, 1-undecene and 1-heneicosene;
- aromatic hydrocarbons such as toluene, xylene, alkylbenzenes such as ethylbenzene, octadecylbenzene, dialkylbenzene and trialkylbenzene, alkylnaphthalenes such as methylnaphthalene, dimethylnaphthalene, dodecylnaphthalene and tridecylnaphthalene, and phenylxylylethane and 1-phenyl-1-ethylphenylethane, and a mixture of these;
- fatty acids such as oleic acid, capric acid, and enanthic acid;
- animal- or vegetable-derived oils such as coconut oil, olive oil, soybean oil, rape oil, castor oil, linseed oil, cottonseed oil, palm oil, avocado oil, shark liver oil, sardine oil, and saury oil;
- mineral oils such as naphtha, petroleum ether, kerosene, diesel oil, paraffin, olefin, and machine oil; and
- silicone oil.
- As the organic solvent A, a commercially available solvent may be used. Examples of the commercially available product include, in trade names, Agnique AMD810 (mixture of N,N-dimethyloctanamide and N,N-dimethyldecanamide, manufactured by BASF), Agnique AMD10 (N,N-dimethyldecanamide, manufactured by BASF), Agnique AMD12 (N,N-dimethyldodecanamide, manufactured by BASF), Rhodiasolv ADMA810 (mixture of N,N-dimethyloctanamide and N,N-dimethyldecanamide, manufactured by Solvay Nicca), Rhodiasolv ADMA-10 (N,N-dimethyldecanamide, manufactured by Solvay Nicca), Hallcomid M-8-10 (mixture of N,N-dimethyloctanamide and N,N-dimethyldecanamide, manufactured by Stepan), Hallcomid M-10 (N,N-dimethyldecanamide, manufactured by Stepan), Hallcomid M-12 (N,N-dimethyldodecanamide, manufactured by Stepan), Hallcomid M-18 (N,N-dimethyloctadecanamide, manufactured by Stepan), Hallcomid 1025 (N,N-dimethyl-9-deceneamide, manufactured by Stepan), Genagen 4166 (fatty acid dimethylamide, manufactured by Clariant), Genagen 4296 (fatty acid dimethylamide, manufactured by Clariant), Rhodiasolv Iris (mixture of dimethyl 2-methylglutarate, dimethyl 2-ethylsuccinate, and dimethyl adipate, manufactured by Solvay), PURASOLV EHL (2-ethylhexyl-L-lactate, manufactured by Corbion purac), AGSOLEX 8 (N-octyl-pyrrolidone, manufactured by Ashland), AGSOLEX 12 (N-dodecyl-pyrrolidone, manufactured by Ashland), Stepan C-25 (methyl caprylate, manufactured by Stepan), Stepan C-42 (mixture of methyl laurate and methyl myristate, manufactured by Stepan), Stepan C-65 (mixture of methyl palmitate and methyl oleate, manufactured by Stepan), Dowanol PPh (propylene glycol phenyl ether, manufactured by Dow Chemical), Nisseki Hisol SAS-296 (mixture of 1-phenyl-1-xylylethane and 1-phenyl-1-ethylphenylethane, manufactured by JX Nippon Oil & Energy), SOLVESSO 100 (containing C9-C10 dialkyl- and trialkylbenzene as its main aromatic hydrocarbon, manufactured by ExxonMobil Chemical), SOLVESSO 150 (containing C10-C11 alkyl benzene as its main aromatic hydrocarbon, manufactured by ExxonMobil Chemical), SOLVESSO 150ND (containing C10-C11 alkyl benzene as its main aromatic hydrocarbon, manufactured by ExxonMobil Chemical), SOLVESSO 200 (containing C10-C13 alkyl naphthalene as its main aromatic hydrocarbon, manufactured by ExxonMobil Chemical), and SOLVESSO 200ND (containing C10-C13 alkyl naphthalene as its main aromatic hydrocarbon, manufactured by ExxonMobil Chemical).
- In view of the solubility of the compound (I) and an emulsified state of the pesticidal composition, the organic solvent A preferably comprises one or more selected from the group consisting of aromatic hydrocarbons, aliphatic hydrocarbons, ketones, esters, ethers, amides, amines, and alcohols, and more preferably comprises an aromatic hydrocarbon. The aromatic hydrocarbon preferably comprises one or more selected from the group consisting of alkylbenzenes (e.g., toluene, xylene, ethylbenzene, octadecylbenzene, dialkylbenzene and trialkylbenzene), alkylnaphthalenes (e.g., methylnaphthalene, dimethylnaphthalene, dodecylnaphthalene and tridecylnaphthalene), and phenylxylylethane and 1-phenyl-1-ethylphenylethane, more preferably comprises one or more selected from the group consisting of alkylbenzenes and alkylnaphthalenes, and further preferably comprises one or more selected from the group consisting of C9-C12 alkylbenzenes and C10-C15 alkylnaphthalenes. The organic solvent A may consist of an aromatic hydrocarbon.
- With the total amount of the pesticidal composition being taken as 100 mass %, the content of the organic solvent A in the pesticidal composition is preferably 0.1 mass % or more and 45 mass % or less, more preferably 0.5 mass % or more and 40 mass % or less, further preferably 1 mass % or more and 35 mass % or less, yet further preferably 3 mass % or more and 30 mass % or less. It is preferable that the pesticidal composition contain the organic solvent A at a content within the range in view of moderately elevating the content of the compound (I) and improving the emulsified state of the pesticidal composition.
- The content of the organic solvent A relative to the content of the compound (I) is usually 3 times by mass or more and 35 times by mass or less, preferably 4 times by mass or more and 30 times by mass or less, more preferably 5 times by mass or more and 25 times by mass or less, further preferably 5 times by mass or more and 20 times by mass or less, particularly preferably 7 times by mass or more and 15 times by mass or less. In view of moderately elevating the content of the compound (I) and improving the emulsified state of the pesticidal composition, it is preferable that the ratio (mass ratio) of the content of the organic solvent A to the content of the compound (I) be adjusted to within the range.
- The content of the organic solvent A relative to that of the surfactant is preferably 0.05 times by mass or more and 100 times by mass or less, more preferably 0.1 times by mass or more and 50 times by mass or less, further preferably 0.12 times by mass or more and 30 times by mass or less, particularly preferably 0.15 times by mass or more and 20 times by mass or less.
- When the pesticidal composition contains two or more organic solvents A, the content of the organic solvent A mentioned above is the total content of the two or more organic solvents A. The same holds true for other ingredients that the pesticidal composition contains or may contain, and the content of each ingredient is the total content of two or more ingredients, if contained, unless otherwise specified.
- The pesticidal composition can contain an organic solvent other than the organic solvent A. However, for improving the emulsified state of the pesticidal composition, it is preferable that the organic solvent contained in the pesticidal composition consist of the organic solvent A.
- [5] Other Ingredients
- The pesticidal composition may contain a formulation aid. Examples of other formulation aids include thickeners, antifoaming agents, antifreezing agents, and antiseptics.
- Examples of the thickener include polysaccharides such as xanthan gum, guar gum, welan gum, diutan gum, and cellulose nanofibers, clay, and silicates. With the total amount of the pesticidal composition being taken as 100 mass %, the content of the thickener in the pesticidal composition is usually 0.00 mass % or more and may be 0.05 mass % or more, and is usually 5 mass % or less and may be 3 mass % or less.
- Examples of the antifoaming agent include silicone-based antifoaming agents. With the total amount of the pesticidal composition being taken as 100 mass %, the content of the antifoaming agent in the pesticidal composition is usually 0.01 mass % or more and may be 0.05 mass % or more, and is usually 1 mass % or less and may be 0.5 mass % or less.
- Examples of the antifreezing agent include ethylene glycol, propylene glycol, urea, and glycerin. With the total amount of the pesticidal composition being taken as 100 mass %, the content of the antifreezing agent in the pesticidal composition is usually 1 mass % or more and may be 2 mass % or more, and is usually 10 mass % or less and may be 8 mass % or less.
- Examples of the antiseptic include isothiazolinone-based antiseptics. With the total amount of the pesticidal composition being taken as 100 mass %, the content of the antiseptic in the pesticidal composition is usually 0.05 mass % or more and may be 0.1 mass % or more, and is usually 0.5 mass % or less and may be 0.3 mass % or less.
- The suspension of the compound (I) suspended in water can be prepared, for example, as follows: the compound (I) which is a pesticidal active compound, water, the herbicidal active salt, the surfactant and an optional formulation aid are milled and suspended by wet milling using a medium such as glass beads or zirconia to obtain a suspension. The suspension may or may not contain the herbicidal active salt. The herbicidal active salt, if not contained therein, is mixed with the suspension. The suspension is mixed with an optional formulation aid such as a thickener, an antiseptic, and an antifoaming agent to obtain a pesticidal composition.
- The oil-in-water emulsion of the compound (I) contained in an oil phase can be prepared, for example, as follows: the compound (I) which is a pesticidal active compound, the organic solvent A and an optional surfactant are mixed to prepare an oil phase. The herbicidal active salt, a formulation aid, water and an optional surfactant are added to prepare an aqueous phase. The aqueous phase may or may not contain the herbicidal active salt. The surfactant may be added to the organic solvent, may be added to the water, or may be added to both. The oil phase is added to the aqueous phase and emulsified using a stirrer such as a homogenizer, and the resultant is mixed with an optional formulation aid such as a thickener, an antiseptic, and an antifoaming agent to obtain a pesticidal composition.
- The surfactant may be added at a plurality of timings. For example, the process of obtaining a suspension and/or an emulsified liquid in the presence of a portion of the surfactant may be carried out, followed by the addition of another portion of the surfactant.
- [6] pH Value of Pesticidal Composition
- The pH value at 25° C. of the pesticidal composition is higher than 3.5 and lower than 8.8. The pH value falls within the range, whereby a pesticidal composition having favorable degradation resistance of the compound (I) can be provided. The pesticidal composition has, for example, a high residual rate of the compound (1) after being stored in a high-temperature environment.
- The pH value of the pesticidal composition can be measured by a method mentioned later.
- The pH value of the pesticidal composition is higher than 3.5 and lower than 8.8. The pH value is preferably 4.2 or higher and 8.6 or lower. The pH value is more preferably 4.5 or higher, further preferably 4.6 or higher, and may be 4.8 or higher, may be 4.9 or higher, may be 5.0 or higher, and may be 5.1 or higher. The pH value is preferably 8.5 or lower, more preferably 8.0 or lower, and may be 7.9 or lower, may be 7.8 or lower, may be 7.7 or lower, may be 7.6 or lower, and may be 7.5 or lower.
- The residual rate of the compound (I) that is calculated according to an expression mentioned below after the pesticidal composition is stored at a temperature of 54° C. for 2 weeks is preferably 75% or more, more preferably 80% or more, further preferably 85% or more, yet further preferably 90% or more, particularly preferably 95% or more, most preferably 97% or more.
- [7] Use of Pesticidal Composition
- The pesticidal composition can be suitably used as a liquid pesticidal formulation called suspension concentrate (SC) or emulsion oil in water (EW) in the pesticidal field.
- The pesticidal composition can be used in crop lands such as dry fields, orchard fields, pastures, lawn fields, and forestry fields; and non-crop lands such as levee slopes, riverbeds, shoulders and slopes of the roads, railroads, parks and green spaces, playgrounds, automobile parks, airports, and industrial plant sites such as factories and storage facilities as well as idle fields and urban deserts, thereby controlling weeds.
- Users prepare a suspension or an emulsified liquid by usually mixing the pesticidal composition with water, and applies the suspension or the emulsified liquid from a knapsack sprayer, a spray tank, a spray plane, or an irrigation system. The amount of spray differs depending on climate conditions, the timing of treatment, soil conditions, target crops, target weeds, etc. and is usually 10 L or more and 2000 L or less, preferably 50 L or more and 400 L or less, per hectare. Also, the suspension or the emulsified liquid is prepared by mixing the pesticidal composition with water in usually from 2 to 10000 times, preferably from 10 to 8000 times, more preferably from 15 to 6000 times the volume of the suspension concentrate or the emulsion oil in water.
- In applying the suspension or the emulsified liquid, it may be mixed with an adjuvant. Although the type of the adjuvant is not particularly limited, it is preferable to mix an oil-based adjuvant (methylated seed oil in which a mineral oil such as a paraffinic hydrocarbon, a naphthenic hydrocarbon, or an aromatic hydrocarbon, or a vegetable oil (soybean oil or rapeseed oil) is esterified) such as Agri-Dex or MSO at 0.25%, 0.5%, 1%, 2%, 3%, 4%, 5% or 6% (volume/volume) into the spray liquid, or a nonionic adjuvant (polyoxyalkylene alkyl ether, polyoxyalkylene fatty acid ester, alkylaryl alkoxylate, or alkylaryl polyoxyalkylene glycol) such as Induce at 0.05%, 0.1%, 0.25%, or 0.5% (volume/volume) into the spray liquid. Other examples thereof include anionic series (substituted sulfonates) such as Gramin S, cationic series (polyoxyethyleneamine) such as Genamin T 200BM, and organic silicone series such as Silwet L77. Furthermore, a drift control agent such as Intact (polyethylene glycol) may be mixed. The pH or hardness of the spray liquid is not particularly limited.
- In the following, the present invention will be described in further detail with reference to Examples and Comparative Examples, etc. The scope of the present invention is not limited to these Examples.
- The products used in the preparation of pesticidal compositions will be given below.
- [1] Dicamba DGA: Dicamba diglycolamine salt (an aqueous solution of 59 mass % of the salt (40 mass % as an acid) was used for the preparation of pesticidal compositions, whereas the amounts specified in Table 1 are the amounts of the dicamba diglycolamine itself.)
- [2] Solvesso 200ND: Containing C10-C13 alkylnaphthalene as its main aromatic hydrocarbon, manufactured by ExxonMobil Chemical
- [3] Alkamuls OR/40: Polyoxyethylene castor oil, the number of added EO: 40, manufactured by Solvay
- [4] Keltrol CG-LAX-T: Xanthan gum, manufactured by CP KELCO
- 0.88 parts by mass of the compound (I) active substance (purity: 98 mass %) and 5.00 parts by mass of Alkamuls OR/40 were dissolved in 9.15 parts by mass of Solvesso 200ND to obtain a solution. The solution was emulsified in 22.54 parts by mass of an aqueous Dicamba DGA solution (acid equivalent concentration: 40 mass %) using Polytron homogenizer (manufactured by KINEMATICA) to obtain an emulsified liquid. A thickening agent obtained by mixing 0.11 parts by mass of Keltrol CG-LAX-T and 10.89 parts by mass of water at 60° C., the emulsified liquid, 14.22 parts by mass of water, and 37.21 mass % of an aqueous Dicamba DGA solution (acid equivalent concentration: 40 mass %) were mixed and stirred, and the resultant was mixed with 1.5 mL of an aqueous solution of 85 mass % H3PO4 to obtain a pesticidal composition 2.
- The units of the values of each ingredient specified in Table 1 are mass % with the total amount of the pesticidal composition being taken as 100 mass %.
- 0.88 parts by mass of the compound (I) active substance (purity: 98 mass %) were dissolved in 9.15 parts by mass of Solvesso 200ND to obtain a solution. The solution was emulsified in an aqueous solution containing 5.00 parts by mass of Alkamuls OR/40 dissolved in 59.75 parts by mass of an aqueous Dicamba DGA solution (acid equivalent concentration: 40 mass %) using Polytron homogenizer (manufactured by KINEMATICA) to obtain an emulsified liquid. A thickening agent obtained by mixing 0.11 parts by mass of Keltrol CG-LAX-T and 14.80 parts by mass of water at 60° C., the emulsified liquid, and 10.31 parts by mass of water were mixed and stirred, and the resultant was mixed with 0.5 mL of an aqueous solution of 85 mass % H3PO4 to obtain a pesticidal composition 3.
- 0.88 parts by mass of the compound (I) active substance (purity: 98 mass %) were dissolved in 9.15 parts by mass of Solvesso 200ND to obtain a solution. The solution was emulsified in an aqueous solution containing 5.00 parts by mass of Alkamuls OR/40 dissolved in 59.75 parts by mass of an aqueous Dicamba DGA solution (acid equivalent concentration: 40 mass %) using Polytron homogenizer (manufactured by KINEMATICA) to obtain an emulsified liquid. A thickening agent obtained by mixing 0.11 parts by mass of Keltrol CG-LAX-T and 14.80 parts by mass of water at 60° C., the emulsified liquid, and 10.31 parts by mass of water were mixed and stirred, and the resultant was mixed with 0.5 mL of an aqueous solution of 1 mol/L HCL to obtain a pesticidal composition 4.
- 0.88 parts by mass of the compound (I) active substance (purity: 98 mass %) were dissolved in 9.15 parts by mass of Solvesso 200ND to obtain a solution. The solution was emulsified in an aqueous solution containing 5.00 parts by mass of Alkamuls OR/40 dissolved in 59.75 parts by mass of an aqueous Dicamba DGA solution (acid equivalent concentration: 40 mass %) using Polytron homogenizer (manufactured by KINEMATICA) to obtain an emulsified liquid. A thickening agent obtained by mixing 0.11 parts by mass of Keltrol CG-LAX-T and 14.80 parts by mass of water at 60° C., the emulsified liquid, and 10.31 parts by mass of water were mixed and stirred to obtain a pesticidal composition 5.
- 0.88 parts by mass of the compound (I) active substance (purity: 98 mass %) and 5.00 parts by mass of Alkamuls OR/40 were dissolved in 9.15 parts by mass of Solvesso 200ND to obtain a solution. The solution was emulsified in 22.54 parts by mass of an aqueous Dicamba DGA solution (acid equivalent concentration: 40 mass %) using Polytron homogenizer (manufactured by KINEMATICA) to obtain an emulsified liquid. A thickening agent obtained by mixing 0.11 parts by mass of Keltrol CG-LAX-T and 10.89 parts by mass of water at 60° C., the emulsified liquid, 14.22 parts by mass of water, and 37.21 parts by mass of an aqueous Dicamba DGA solution (acid equivalent concentration: 40 mass %) were mixed and stirred, and the resultant was mixed with 0.4 mL of an aqueous solution of 50 (wt/vol) % NaOH to obtain a pesticidal composition 6.
- 0.88 parts by mass of the compound (I) active substance (purity: 98 mass %) and 5.00 parts by mass of Alkamuls OR/40 were dissolved in 9.15 parts by mass of Solvesso 200ND to obtain a solution. The solution was emulsified in 22.54 parts by mass of an aqueous Dicamba DGA solution (acid equivalent concentration: 40 mass %) using Polytron homogenizer (manufactured by KINEMATICA) to obtain an emulsified liquid. A thickening agent obtained by mixing 0.11 parts by mass of Keltrol CG-LAX-T and 10.89 parts by mass of water at 60° C., the emulsified liquid, 14.22 parts by mass of water, and 37.21 parts by mass of an aqueous Dicamba DGA solution (acid equivalent concentration: 40 mass %) were mixed and stirred, and the resultant was mixed with 4.3 mL of an aqueous solution of 85 mass % H3PO4 to obtain a pesticidal composition 1.
- 0.88 parts by mass of the compound (I) active substance (purity: 98 mass %) were dissolved in 9.15 parts by mass of Solvesso 200ND to obtain a solution. The solution was emulsified in an aqueous solution containing 5.00 parts by mass of Alkamuls OR/40 dissolved in 59.75 parts by mass of an aqueous Dicamba DGA solution (acid equivalent concentration: 40 mass %) using Polytron homogenizer (manufactured by KINEMATICA) to obtain an emulsified liquid. A thickening agent obtained by mixing 0.11 parts by mass of Keltrol CG-LAX-T and 14.80 parts by mass of water at 60° C., the emulsified liquid, 10.31 parts by mass of water, and 1.0 mL of an aqueous solution of 50 (wt/vol)/o NaOH were mixed to obtain a pesticidal composition 7.
- The pesticidal composition (temperature: 25° C.) immediately after preparation was placed in a glass vessel and shaken by manual shaking. The electrode of a pH meter (“model F-13” manufactured by HORIBA, Ltd.) was dipped in the pesticidal composition, and the pH value was measured.
- A content C1 of the compound (I) in the pesticidal composition immediately after preparation was measured using HPLC (“20 Series” manufactured by Shimadzu Corp.). The pesticidal composition was placed in a glass vessel and stored at 54° C. Two weeks after the storage started, a content C2 of the compound (I) in the pesticidal composition was measured using HPLC (“20 Series” manufactured by Shimadzu Corp.).
- On the basis of the measurement results, the residual rate of the compound (I) was determined according to an expression given below. The results are shown in Table 1.
-
Residual rate (%) of the compound (I)=100×C2/C1 -
TABLE 1 Pesticidal composition 1 2 3 4 5 6 7 Pesticidal active compound Compound (I) (purity: 98%) 0.88 Dicamba DGA 35.25 Organic solvent Solvesso 200ND 9.15 Surfactant Alkamuls OR/40 5.00 Thickener Keltrol CG-LAX-T 0.11 Water 49.61 Total 100.00 pH value (25° C.) 3.5 4.2 4.8 6.9 7.5 8.6 8.8 Residual rate (%) of compound (I) 44.1 75.3 92.5 97.9 97.8 76.8 53.2
Claims (19)
3. The pesticidal composition according to claim 1 , wherein the pH value is 4.2 or higher and 8.6 or lower.
4. The pesticidal composition according to claim 2 , wherein the pH value is 4.2 or higher and 8.6 or lower.
5. The pesticidal composition according to claim 1 , wherein the herbicidal active salt comprises a herbicidal active carboxylate.
6. The pesticidal composition according to claim 1 , wherein the herbicidal active salt comprises one or more herbicidal active salts selected from the group consisting of a herbicidal active benzoate and a herbicidal active phenoxyacetate.
7. The pesticidal composition according to claim 1 , wherein the herbicidal active salt comprises one or more herbicidal active salts selected from the group consisting of a dicamba salt and a 2,4-D salt.
8. The pesticidal composition according to claim 1 , wherein the herbicidal active salt comprises a dicamba salt.
9. The pesticidal composition according to claim 1 , wherein the herbicidal active salt comprises dicamba diglycolamine.
10-11. (canceled)
12. The pesticidal composition according to claim 1 , wherein the surfactant comprises a nonionic surfactant.
13. The pesticidal composition according to claim 2 , wherein the herbicidal active salt comprises a herbicidal active carboxylate.
14. The pesticidal composition according to claim 2 , wherein the herbicidal active salt comprises one or more herbicidal active salts selected from the group consisting of a herbicidal active benzoate and a herbicidal active phenoxyacetate.
15. The pesticidal composition according to claim 2 , wherein the herbicidal active salt comprises one or more herbicidal active salts selected from the group consisting of a dicamba salt and a 2,4-D salt.
16. The pesticidal composition according to claim 2 , wherein the herbicidal active salt comprises a dicamba salt.
17. The pesticidal composition according to claim 2 , wherein the herbicidal active salt comprises dicamba diglycolamine.
18. The pesticidal composition according to claim 2 , wherein the pesticidal composition contains an aqueous phase and particles of an oil phase dispersed in the aqueous phase, wherein
the oil phase contains the organic solvent and the compound represented by the formula (I) dissolved or suspended in the organic solvent.
19. The pesticidal composition according to claim 2 , wherein the organic solvent comprises an aromatic hydrocarbon.
20. The pesticidal composition according to claim 2 , wherein the surfactant comprises a nonionic surfactant.
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PCT/JP2021/043752 WO2022118818A1 (en) | 2020-12-01 | 2021-11-30 | Agrochemical composition |
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JP (1) | JPWO2022118818A1 (en) |
AR (1) | AR124190A1 (en) |
AU (1) | AU2021392453A1 (en) |
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EA200900394A1 (en) * | 2006-09-06 | 2009-08-28 | Зингента Партисипейшнс Аг | PREPARATION FORMS IN THE EQUULSE OF PICKERING |
US9999222B2 (en) * | 2014-04-23 | 2018-06-19 | Basf Se | Herbicidal combination comprising azines |
JP2019089827A (en) * | 2019-02-13 | 2019-06-13 | 住友化学株式会社 | Herbicide composition and method of controlling weeds |
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